Strange Relationships - Cover

Strange Relationships

Copyright© 2006 by Thinking Horndog

Chapter 23B: Tabitha's Big Mistake

Erotica Sex Story: Chapter 23B: Tabitha's Big Mistake - Second Best, Book II. If you haven't read Second Best, you'll probably survive -- but it will give you something to do, after... Strange Relationships was a finalist for the Silver Clitoride Award for April 2006.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   mt/ft   Fa/Fa   ft/ft   Ma/Ma   mt/mt   Mult   Teenagers   Consensual   Romantic   NonConsensual   Reluctant   Rape   Mind Control   BiSexual   Heterosexual   DomSub   MaleDom   Spanking   Rough   Humiliation   Torture   Gang Bang   Group Sex   Interracial   White Couple   Black Couple   Black Female   Black Male   White Male   White Female   First   Safe Sex   Oral Sex   Anal Sex   Masturbation   Sex Toys   Water Sports   Enema   Exhibitionism   Voyeurism   BBW   Slow  

Dumbjohn wandered upstairs to the kitchen of his cabin and made himself a sandwich, stripping off the rubber gloves and disposing of them. The cabin was located midway between the town where he'd collected Tabitha and two other fairly good-sized metropolises, and was Dumbjohn's favorite working location; while he traveled when called for, he liked to operate out of this part of the country, whenever possible. Sometimes it turned shipping a victim into a serious road trip to get here, but the facility was worth the trip in his mind -- although with a bit of imagination, you could make do with a lot less... It was about one a.m., and Dumbjohn was beginning to feel fatigue, but he figured he had another four hours with Tabitha before it was time to dump her. Not a whole lot of time to provide her with a seriously memorable evening... He collected a new pair of rubber gloves and headed downstairs.

Tabitha came to in the splash of a glass of water thrown at her face. She barely had energy to gasp; she was wasted, inside and out. Who'd have thought an enema would tear you up like that, inside and out? Shit! She'd fucking passed out! Musta been the cold...

Dumbjohn let her recover while he sluiced the mess from the enema down the drain, then turned a hand sprayer on her, cleaning her ass and legs. Given what he'd done to her with the original enema, he used warm water instead of torturing her with cold as he normally would. He'd definitely have to remember this incident; there would be times when he might want to repeat it, but in general, it was a mistake -- and one worth bearing in mind. Finished, he swatted Tabitha on the ass. "All right! Two holes down, one to go! That pussy of yours has just GOT to have some deep- down crud in it, as many times as it's been used! We'll have to scrub it a bit, won't we?" He clicked on the camera again, which gave Tabitha a fine view of his approach with a bottle brush!

'Oh, SHIT!' Tabitha thought -- but the gag kept her from saying anything intelligible. Instead, she managed an urgent grunt as her tormentor opened her nether lips and began jamming the stiff-bristled brush into her vagina. The grunt went right up the scale, too, as he began manipulating the brush, scratching, scraping and stabbing her inner lining with the bristles. Dumbjohn pumped it in and out several times, running it deep to bash into Tabitha's cervix, then jacking it back, twisting and rotating the harsh bristles in her defenseless vaginal passage. Tabitha tried her damnedest to scream her lungs out, face straining, eyes bulging as the brush ravaged her insides. Dumbjohn fished the brush out and exclaimed, "Oh, look! Pink!" Tabitha took one look at the monitor at the red smear on the white bristles and swooned a second time.

"Christ! The woman has no endurance at all!" Dumbjohn complained to himself. He'd seen black whores handle a whole lot more than this -- but then again, the ones he was thinking about had been a lot more robust. Fat bitches seemed to be better able to take a little torture than wasted, skinny ones... "Well, this'll wake her up!" He picked up a turkey baster, sucked half a cup of rubbing alcohol into it, and squirted it into Tabitha's vagina.

Tabitha awakened trying her best to scream. The pain! Her whole cunt was on fire! It burned and burned and burned...

Dumbjohn came around front to observe the effect. "Maybe I should take out the gag so you can scream properly? You're sure trying hard..." Obviously, though, the question was pure showmanship, because the next thing he did was to take off his trousers and boxers, revealing a decent sized cock -- nothing outrageous, maybe six and a half inches. He lifted Tabitha's head and announced, "Now that your holes are clean, I guess I'll try them out... Suck!" He pushed his cock through the ring gag.

Tabitha was wrung out and distracted by the agony of her abused cunt and ass; as a result of that, the ring gag, and the tongue stud, she really wasn't in the mood to give a blowjob. Dumbjohn endured her early effort, and grunted, "Either you get better, quick, or I'm going to make you wish you had!"

Tabitha tried. Given what had gone on thus far, giving the bastard shit wasn't exactly the brightest idea in the world. But the damned ring gag was in the way, and she couldn't do proper tongue action with the stud -- it hurt too much. Or at least she thought it did...

Dumbjohn rolled his eyes. "If I didn't know that your oral skills produced a major part of your income, I'd advise you against bothering to blow anyone. As it is, I have to assume you're just fucking around..." He backed off and wandered away, ignoring Tabitha's limited but heartfelt appeals for another chance. Actually, what she was TRYING to get across was a request for the removal of the ring gag and a sincere promise not to do anything stupid while blowing him afterward -- but he wasn't listening.

In a moment, the bastard returned, with a hammer and four HUGE nails. What the fuck?

It didn't take long before Tabitha found out. The purpose of the loosely-nailed chunk of plywood on the side of the sawhorse became obvious, too, as Dumbjohn knelt and place the tip of a nail on the middle of the drape of Tabitha's saggy left breast. "You can't say I didn't warn you..." Tabitha's eyes widened in horror, and she shook her head frantically, but the hammer descended -- and she got out a fine attempt at a steam-whistle scream as the bluntly pointed 16d nail plunged into her mammary tissues.

Dumbjohn gave the nail a couple of additional sharp raps to get it through the plywood and out of his way, then stood back to register the effect of his efforts. This was being filmed, too, from another camera angle; Tabitha's tear-stained face appeared on a monitor out of her visual field behind her and to her left, but the real thing was somehow more satisfying.

Tabitha didn't faint again, but was suffering terribly -- it felt as if he'd ripped her tit clean off! Looking at it hurt her mentally almost as much as the actuality hurt her physically, and it was right in front of her face. Her face was a gooey mess of tears and snot and slobber from crying, pain, and uncontrolled drooling around the ring gag. "I warned you," Dumbjohn murmured reproachfully. "Shall we try again?"

Tabitha couldn't see how things were going to improve, so with a serious effort of will, she tried to get her tormentor's attention. "IIIIII aaaaaaaa ooooowww!" she wailed, trying her best to hold his eyes.

Dumbjohn cocked his head. "What was that?"

"Oooooowww!" Tabitha repeated, pushing on the ring with her tongue.

"You want the gag out? I don't think so -- you'd be tempted to bite. Of course, I'd kill you with the first thing that came to hand..." He eyed the hammer still clutched in his right hand.

Tabitha shook her head furiously, trying to impart sincerity to her impassioned,"Oooooooo... Uh uh! Eeeeese!!!"

Dumbjohn rubbed his chin. "You seem sincere..." Tabitha nodded frantically. Hmmmm, was it worth the risk? Well, if nothing else, he could let her beg... He reached behind her head and released the gag.

Immediately it was out, Tabitha tried to talk, "Oooh, tank oo, tank oo... I be good, I promise!" Slowly, she began to be able to talk. "I can't suck proper around that thing...

"Hmmph," Dumbjohn grunted. "Next you'll want your hands..."

"It'd help! I can't go anywhere, tacked to a board..." Tabitha realized that she'd gone too far when the sonofabitch torturing her got a speculative look on his face. "Uh, but it's not important. I've got my mouth -- that's enough..."

It was too late, though; Dumbjohn was thinking. "So, what COULD you do with your hands free?"

"Ummm, jack the shaft... Play with your balls... Some guys like prostate massage... The usual..." Why didn't it seem smart to get too enthusiastic, here? "I'm gonna be good! The shit that's gone down so far -- well, I ain't got energy to get stupid, and I got the message 'bout talkin' shit... I can get by with my mouth, without the gag -- promise! You'll love it!"

"Hmmm. I might like the options, too..." He tapped a fingertip on the head of the nail, something Tabitha cringed at, thinking it would hurt more, but it didn't, since it didn't move. She did, though, and that was bad enough... "But this isn't THAT big -- if you got up the guts, you could wrench yourself free..." He wandered off, leaving Tabitha wondering what was coming next and cursing herself for falling into his verbal trap.

In a couple of minutes, Dumbjohn returned, carrying a handful of wide, galvanized roofing washers, used to hold down tar paper. "These will do the job," he announced tossing them up and catching them. He then proceeded to dribble alcohol on them.

Tabitha watched, wondering how he was going to put one of those things on the existing nail, and why would he think he needed four? Then the light dawned. "Awww SHIT! I REALLY don' need my hands! Maybe I could jus' give you a rim job or somethin'? PLEEEEAAAASE!" But this last wail was uttered as Dumbjohn slipped a nail through one of the washers and placed it against the matching point of her right breast. Whack!

"AWWWWWWW!! GODDAM!! GODDAM!! SHIT! SHIT! FUCK! FUCK! AHHHHHHH!!!!!!" Tabitha had full use of her mouth this time, and the whole world knew it! Whack! "AAAAHHHH!!! JEEZUS!!!" Whack! "AAAAUUUUGGGHHHH!!"

Dumbjohn added to things by putting his hands under both sides of her flattened tit and lifting. "OGODOGODOGOD!!! NOOOOO!" Tabitha screeched.

Dumbjohn let go. "Guess that works..." He pondered the other breast. "This one is still a problem..."

Tears were raining everywhere. "It-it's fine, really! One like that is enough! God! Please!"

"I have a thing for symmetry..." Dumbjohn squatted down and began banging at the tip of the nail in Tabitha's left breast, backing it out.

"AHHH! GOD!!!" Worse than the pain of the impacts was the kind of squishy feel of the nail sliding back through Tabitha's breast tissues. On the way in, it hadn't been so bad... "I'm gonna puke..."

Dumbjohn blinked and snatched the bucket back over under her head just in time; Tabitha emptied her guts into it -- what was left that hadn't shot out her ass, anyway. That wasn't much, but the accompanying retching SUCKED since she ended up dragging on her abused breasts... Dumbjohn went back to rapping, and Tabitha hung there, moaning.

A few taps later, the blunted tip of the nail was flush with the underside of the plywood. Dumbjohn went and got a small block of two-by- four to give him leverage from which to pull it out the rest of the way. Laying it over the edge of Tabitha's breast offered a way to bruise the shit out of her and cause her intense pain, but Dumbjohn decided not to. Instead, he snugged the block up next to the abused flesh and pulled the nail with the hammer's claw. The nail made this sickening sound coming back out through the flesh, and Tabitha retched some more from the sickening feeling that went with it. Dumbjohn tossed the blunted nail in the bucket, and selected another, ringing it with a washer. "I assume that you want me to go through the same hole?"

Tabitha rested her head on her right arm, panting. "P-please?" Vaguely, her mind examined what she was asking him to do -- but it was better than the alternative... Dumbjohn picked up Tabitha's flattened dug and began trying to force the nail through the existing wound; Tabitha wailed, "Oh, God!" and began to retch again as the nail slowly penetrated her tissues.

Dumbjohn grunted, "Dunno if this is really working. Maybe I ought to just bang it through again..." But the point popped through, as he discovered that he could manipulate the slut's breast flesh to ensure that the entry and exit wounds were the same, even if the path of passage between wasn't exactly the same. He lined the point of the nail up with the existing hole and pounded it through. By this time, Tabitha barely managed to do more than moan pitifully -- she lacked the energy to scream. The nail went in easier than on the last pass; Dumbjohn wondered aloud, "Maybe I should toenail it?"

"Noooo!!! God! God!" Tabitha wailed. Dumbjohn forbore, not necessarily because of her entreaties, but because the points, sticking straight out, would be more of a problem to her, later. A tug on the breast in question caused wails, but no movement of the nail. He reached down and untied the ropes holding Tabitha's arms to the legs of the sawhorse. Then he made certain that nothing she could use to assist her in her predicament was nearby.

Dumbjohn stood up. God himself wouldn't get much of a blowjob out of her right now. Best to let her settle for a few minutes. "I'm going to go get a drink." He unscrewed the cap on his squirt bottle of the mouthwash-alcohol-salt mixture and put it near Tabitha's right hand, which hadn't moved appreciably since its release. "Rinse your mouth with that. I'm not sticking my dick into a vomitorium. If your breath isn't sweet when I come back, I'll use the hose on your upper end!" Tabitha nodded feebly, and Dumbjohn reached up and delivered a ringing swat to her ass, "That's Yes, Sir, slut!"

"Yessir!" Tabitha managed to drag her head up. "Yessir!" she repeated dully, and her head flopped back.

Dumbjohn shook his head. If Rodday didn't want her back on the street so soon, it might have been fun to teach the feisty bitch discipline -- but he only had a few hours with this one; Rodday wanted her back on the street, one way or another. The jury was still out on whether she'd be breathing... She was toast. Time to go get that drink, and let her get used to her various injuries... He headed upstairs without making any further comment.

Once upstairs, he turned on his monitor in the kitchen. He had full coverage of his 'slave pens'; generally, he recorded everything, and in any case, surveillance was a big part of keeping a slave or other victim in line. This bitch (Dumbjohn forgot her name) definitely came under the heading of 'other victim' -- Dumbjohn couldn't imagine a white slaver who would want her wasted ass. If he was making a slave, Dumbjohn preferred young runaways; virginity could be highly prized, but in general, his customers preferred docility and encyclopedic knowledge of methods of inducing sexual pleasure. Young runaways gravitated to amateur prostitution to live, which usually brought a fine case of low self-esteem that Dumbjohn could use to his benefit during training. Their amateurism also made them easy to catch...

He sipped a bottled water and watched Tabitha begin feebly moving around. The breast-nailing thing had proven to be major entertainment; next time he was hired to torture a woman, he'd have to repeat it. Slaves generally sold better without a lot of scars and marks -- especially on the tops of their breasts -- but a torture victim, especially one to be disposed of quietly after, imposed no such limitations.

The end of Dumbjohn's break was signaled when Tabitha fumbled for the squirt bottle, almost spilling it, and brought it to her lips. He watched her swish the mixture around in her mouth, grimacing at the pain it brought to her piercing, and spit it out, then go for another. Bitch was game -- you had to give her that... Dumbjohn sucked down the last of the water, shut of the TV, and hit the stairs. Three hours to go...

Tabitha was just finishing her third rinse when the sounds of his entrance alerted her to her tormentor's presence. She spat in the bucket and looked up at him. Her tits still hurt like Hell, and she was uncomfortable from her position, invasions in her ass and her cunt, and other indignities, but things had settled a bit, and she DAMNED SURE didn't want this bastard to come up with anything ELSE to punish her for poor performance. "Feeling better?" he asked, mock-solicitously.

"Uuuh, sorta. Used to it, maybe..." she grunted, wondering if she'd just triggered another round of torture.

"Ready to show me what a world-famous cocksucker you are?" Dumbjohn taunted.

"Uh huh," Tabitha kept it simple. "Ummm, I'm kinda messy..."

THAT was an understatement. Her face was coated in tears and snot above her mouth; add slobber below. Much had dripped onto her tits, to mix with the blood from the nail punctures, and even her arms -- basically, her whole upper half was covered with secretions. Dumbjohn pondered this; he could hose her off, but that would just make her dripping wet and slow things down... He went to the side of the room and collected a towel and, on second thought, a washcloth, which he wet in warm water. He handed her the washcloth. "Here. Wash. First thing you've done right -- well, maybe the second..." Tabitha rubbed her face in silence, then did her arms and neck, finishing with her bloody tits. Dumbjohn took the washrag and dropped it in the slop bucket, then handed her the towel. "Don't bother with THEM," he admonished, pointing at her breasts. "You're gonna slobber all over them again, anyway, and I don't want a bloody towel." Tabitha took note of this, and what it meant. Her ass was still dead, probably. Well, she was still alive, for now; maybe... She did as she was told, and returned the towel. He tossed it aside, "Ready?" Tabitha nodded, bracing herself up with one hand. Dumbjohn bored in, and Tabitha took it. He was just long enough to lodge in her throat, but that was okay; she was gonna give him the blowjob of his life is she choked to death doing it... Ewww, poor choice of thought... She wished she wasn't so dry; it would be better if she had more saliva to lather him up with. Well, pulling him into her throat would help start the spit machine... She wrapped her thumb and forefinger around the base of his cock and worked him deep, then backed off and corkscrewed her mouth around his shaft. Her full lips felt wonderful, and the tongue work...

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